Your Perfect Hilton Head Island Getaway Starts Here
Hilton Head Properties Realty & Rentals offers a diverse selection of Hilton Head vacation rentals to suit every type of traveler. From 1-bedroom villas for a quiet coastal escape to 7-bedroom vacation homes built for family reunions and group retreats, each property is thoughtfully furnished and ready for your stay. Guests can enjoy luxurious vacation amenities such as private pools, ocean views, and easy beach access in sought-after communities like Palmetto Dunes, Sea Pines, Forest Beach, and Folly Field.
These vacation homes and villas place you close to everything that makes Hilton Head Island special—championship golf courses, scenic bike paths, local dining, and Lowcountry charm around every corner. Each rental is backed by our experienced property management team, committed to delivering a seamless vacation experience from booking to check-out.
Spend your days relaxing by the pool, exploring the island, or enjoying the comforts of a professionally managed Hilton Head vacation home. With flexible options, top-rated amenities, and personalized service, Hilton Head Properties Realty & Rentals makes it easy to plan a stress-free Hilton Head Island vacation.
Start your search today and discover vacation rentals that bring comfort, style, and convenience together in one unforgettable island stay.
123 properties available
Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your dream beach getaway at 304 Sea Cloisters! Perched on the 3rd floor with sweeping views of the Atlantic, this fully remodeled 2-bedroom, 2-bath villa offers direct oceanfront bliss and modern coastal luxury—no expense spared. Step onto
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Immaculate Hickory Cove Villa in Palmetto Dunes2 Bedrooms | 3 Bathrooms | Sleeps 7 | Golf ViewsWelcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes Resort on Hilton Head Island. This beautifully appointed villa offers a multitude of perks to ensure a memorable stay, including 2 beach chairs, 1 umbrella,
3-Bedroom St. Andrews Commons Villa in Palmetto Dunes3 Bedroom | 2 Bathrooms | Sleeps 6 | Pet Friendly Located in Palmetto Dunes, 1779 St. Andrews Commons offers a Hilton Head Island stay with access to golf (paid additionally), beaches, and the resort’s bike path network. This three-bedroom villa provides a comfortable option for f
Coastal Queens Grant Villa in Palmetto Dunes3 Bedrooms | 2.5 Bathrooms | Sleeps 9 | Pet FriendlyEscape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom villa. With big bedrooms, living areas, and a huge deck off the back, this villa provides ample space for your family or group. You wil
Pet-Friendly Beach Villa in Stones Throw2 Bedrooms | 1 Bathroom | Sleeps 7 | Pet FriendlyWelcome to this beautiful beach-oriented villa in Hilton Head Island! Recently renovated to exceptional standards, this villa is sure to capture your heart. This 2-bedroom, 1-bath villa is the perfect vacation retreat, ready to provide you with an unforgettable
Oceanfront Modern Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 4 | Ocean ViewsDiscover the ultimate in beachfront elegance with this stunning 2-bedroom villa in Hampton Place, Palmetto Dunes on Hilton Head Island. Designed with a coastal chic aesthetic, this villa seamlessly blends modern luxury with the serene beauty of the Atlantic Oc
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Beach-Themed Third Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your perfect beach getaway in Hilton Head Island! This tastefully decorated oceanfront villa offers stunning views of the ocean and provides a delightful ambiance. With two bedrooms and two bathrooms, this villa is the ideal vacatio
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
Stunning Vacation Oasis on North Forest Beach7 Bedrooms | 5.5 Bathrooms | Sleeps 22 | Stunning BackyardLooking for a vacation home with a spectacular outdoor space? Look no further than 16 Mallard St in North Forest Beach! This stunning 7-bedroom, 5.5-bathroom home boasts the best backyard on the island, including a huge private pool and
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
Dog Friendly Centrecourt Villa in Palmetto Dunes2 Bedrooms | 2 Bathrooms | Sleeps 6 | Complex PoolWelcome to the Villa at 7830 Centrecourt, your perfect vacation home in Hilton Head Island! This villa offers a prime location where everything you need is right at your fingertips. Palmetto Dunes boasts some of the best golf courses on the i
The Crab Cottage – Moon River Retreat with a private dock3-Bedroom River View Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Crab Cottage offers elevated water views across marsh and river landscapes toward Savannah. This three-bedroom home provides a slightly set-back position while still maintaining strong v
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
Tastefully Decorated Fourth Floor Oceanfront Villa at Sea Cloisters2 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean ViewsWelcome to your tastefully decorated vacation home in Hilton Head Island. This two-bedroom, two-bathroom villa is the perfect destination for your beach retreat. With its well-equipped kitchen, spacious living and dining areas, and st
Oceanfront
Oceanfront
Enjoy this perfect oceanfront property for your beach getaway!
The Turtle Cottage – Moon River Retreat with a private dock3-Bedroom Riverfront Cottage on Daufuskie IslandLocated at Moon River on Daufuskie Island, Turtle Cottage offers direct waterfront positioning with long views across the New River toward Savannah. This three-bedroom home delivers a front-row coastal setting designed for gues
HHP Luxury
HHP Luxury
Offers expert concierges that can assist with in-home services and local experiences to give you the most unforgettable memories with the ones you love most.
New Property
New Property
Discover this fantastic property - a new addition to our growing family of vacation rentals.
